#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/54/1505434.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1505434
loop_
_publ_author_name
'Takikawa, Hiroshi'
'Suzuki, Keisuke'
_publ_section_title
;
 Modified chiral triazolium salts for enantioselective benzoin cyclization
 of enolizable keto-aldehydes: synthesis of (+)-sappanone B.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              2713
_journal_page_last               2716
_journal_paper_doi               10.1021/ol070929p
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C21 H24 O5 '
_chemical_formula_sum            'C21 H24 O5'
_chemical_formula_weight         356.42
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.300(1)
_cell_length_b                   13.636(2)
_cell_length_c                   21.235(4)
_cell_measurement_reflns_used    16509
_cell_measurement_temperature    223.2
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.2
_cell_volume                     1824.2(5)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9877
_diffrn_measured_fraction_theta_max 0.9877
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5419
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16307
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.350
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.56
_refine_ls_abs_structure_Flack   1.5(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.877
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     236
_refine_ls_number_reflns         1878
_refine_ls_R_factor_gt           0.0667
_refine_ls_shift/su_max          0.1446
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1814
_reflns_number_gt                1858
_reflns_number_total             1926
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol070929psi20070420_023947.cif
_cod_data_source_block           takikawa3
_cod_original_cell_volume        1824(2)
_cod_original_sg_symbol_H-M      'P 21 21 21   '
_cod_original_formula_sum        'C21 H24 O5 '
_cod_database_code               1505434
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
O(1) O 0.6428(4) 0.6320(2) 0.3965(1) 0.0493(7) Uani 1.00 d
O(2) O 0.3510(3) 0.4867(2) 0.37920(8) 0.0317(5) Uani 1.00 d
O(3) O 0.6751(4) 0.4167(2) 0.38802(10) 0.0365(6) Uani 1.00 d
O(4) O 0.6404(3) 0.3428(2) 0.26916(9) 0.0324(5) Uani 1.00 d
O(5) O 0.7198(4) 0.3003(2) 0.1698(1) 0.0500(7) Uani 1.00 d
C(1) C 0.6892(5) 0.5228(2) 0.5437(1) 0.0361(8) Uani 1.00 d
C(2) C 0.6430(5) 0.6193(2) 0.5088(2) 0.0372(8) Uani 1.00 d
C(3) C 0.5651(5) 0.5976(2) 0.4436(2) 0.0329(7) Uani 1.00 d
C(4) C 0.3673(5) 0.5325(2) 0.4408(1) 0.0288(6) Uani 1.00 d
C(5) C 0.3581(5) 0.4546(2) 0.4923(1) 0.0271(6) Uani 1.00 d
C(6) C 0.1956(5) 0.3855(2) 0.4903(1) 0.0351(8) Uani 1.00 d
C(7) C 0.1777(6) 0.3142(2) 0.5369(2) 0.0427(9) Uani 1.00 d
C(8) C 0.3240(6) 0.3125(2) 0.5858(1) 0.0406(8) Uani 1.00 d
C(9) C 0.4858(5) 0.3803(2) 0.5873(1) 0.0361(7) Uani 1.00 d
C(10) C 0.5058(5) 0.4519(2) 0.5408(1) 0.0287(6) Uani 1.00 d
C(11) C 0.1730(5) 0.6003(2) 0.4418(2) 0.0389(8) Uani 1.00 d
C(12) C 0.5118(5) 0.4294(2) 0.3598(1) 0.0279(6) Uani 1.00 d
C(13) C 0.4489(4) 0.3835(2) 0.2982(1) 0.0253(6) Uani 1.00 d
C(14) C 0.2949(5) 0.2959(2) 0.3039(1) 0.0349(7) Uani 1.00 d
C(15) C 0.2359(5) 0.2783(2) 0.2340(2) 0.0355(7) Uani 1.00 d
C(16) C 0.3620(5) 0.3599(2) 0.1982(1) 0.0294(6) Uani 1.00 d
C(17) C 0.5910(5) 0.3303(2) 0.2064(1) 0.0325(7) Uani 1.00 d
C(18) C 0.3536(5) 0.4478(2) 0.2452(1) 0.0268(6) Uani 1.00 d
C(19) C 0.1273(5) 0.4854(2) 0.2565(1) 0.0374(8) Uani 1.00 d
C(20) C 0.4960(6) 0.5336(2) 0.2269(2) 0.0401(8) Uani 1.00 d
C(21) C 0.2945(6) 0.3760(3) 0.1309(1) 0.0412(8) Uani 1.00 d
H(1) H 0.8158 0.4922 0.5246 0.0420 Uiso 1.00 calc
H(2) H 0.7206 0.5383 0.5888 0.0420 Uiso 1.00 calc
H(3) H 0.5312 0.6576 0.5320 0.0459 Uiso 1.00 calc
H(4) H 0.7727 0.6606 0.5063 0.0459 Uiso 1.00 calc
H(5) H 0.0930 0.3874 0.4554 0.0414 Uiso 1.00 calc
H(6) H 0.0608 0.2655 0.5353 0.0502 Uiso 1.00 calc
H(7) H 0.3141 0.2631 0.6202 0.0481 Uiso 1.00 calc
H(8) H 0.5939 0.3799 0.6222 0.0444 Uiso 1.00 calc
H(9) H 0.1660 0.6372 0.4815 0.0470 Uiso 1.00 calc
H(10) H 0.1807 0.6476 0.4057 0.0470 Uiso 1.00 calc
H(11) H 0.0412 0.5606 0.4367 0.0470 Uiso 1.00 calc
H(12) H 0.3636 0.2382 0.3234 0.0413 Uiso 1.00 calc
H(13) H 0.1674 0.3140 0.3296 0.0413 Uiso 1.00 calc
H(14) H 0.2815 0.2123 0.2194 0.0403 Uiso 1.00 calc
H(15) H 0.0812 0.2856 0.2262 0.0403 Uiso 1.00 calc
H(16) H 0.1228 0.5350 0.2895 0.0468 Uiso 1.00 calc
H(17) H 0.0712 0.5151 0.2160 0.0468 Uiso 1.00 calc
H(18) H 0.0310 0.4297 0.2674 0.0468 Uiso 1.00 calc
H(19) H 0.6432 0.5100 0.2207 0.0469 Uiso 1.00 calc
H(20) H 0.4429 0.5627 0.1873 0.0469 Uiso 1.00 calc
H(21) H 0.4936 0.5834 0.2607 0.0469 Uiso 1.00 calc
H(22) H 0.3806 0.4288 0.1117 0.0509 Uiso 1.00 calc
H(23) H 0.3159 0.3144 0.1063 0.0509 Uiso 1.00 calc
H(24) H 0.1425 0.3942 0.1292 0.0509 Uiso 1.00 calc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
